The #AskGaryVee Show is one entrepreneur's take on leadership, social media, self-awareness, winning, marketing, venture capital, arbitrage, digital media, influencers, company culture, start-ups, attention, content, management, empathy, legacy, parenting, family business, crushing, storytelling, thanking, jabbing, right hooking, hustling, and the New York Jets.

Gary Vaynerchuk is a serial entrepreneur. Fresh out of college he took his family wine business Wine Library and grew it from a $3M to a $60M business in just five years. Now he runs VaynerMedia, one of the world's hottest digital agencies. Along the way he became a prolific angel investor and venture capitalist, investing in companies like Facebook, Twitter, Tumblr, Uber, and Birchbox before eventually co-founding his own VC.